The photochemistry of some members of the two series of γ-phenyl substituted acyclic β, γ-unsaturatedketones 1 and 2 upon direct irradiation with γ 310nm has been investigated, viz 1c–1h and 2b+2c.The alkyl substituted (E)-5-phenyl-4-penten-2-ones 1c–1h yield the corresponding 1,3-acyl shift products and (Z)-isomers, and 1g and 1h in addition two decarbonylated products. 2b only yields the (Z)-isomer
Treatment of 1-iodo-1,5-diene 3 with Bu3SnH at 80 degrees C afforded the 6-endo cyclized product 6. The reaction was extended further to achieve the transformation of 1-iodo-1,5,9,14-tetraene 10 into dodecahydrophenanthrene 11 under one electron reductive conditions via 6-endo,6-endo,6-exo cascade cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.
Synthese von Carotinoiden mit hydroxylierter Methylgruppe an der Polyenkette mit Hilfe von Vinyl-Anionen (<i>Shapiro</i>-Reaktion)
作者:Pierre-André Bütikofer、Conrad Hans Eugster
DOI:10.1002/hlca.19830660418
日期:1983.6.15
Syntheses of Hydroxymethyl-carotenoids Using Vinyl-Anions Generated by the Shapiro-Reaction
夏皮罗反应生成的乙烯基阴离子合成羟甲基类胡萝卜素
Polozov, A. M.; Levin, Ya. A.; Gol'dfarb, E. I., Journal of general chemistry of the USSR, 1989, vol. 59, # 6.1, p. 1118 - 1123
作者:Polozov, A. M.、Levin, Ya. A.、Gol'dfarb, E. I.、Polezhaeva, N. A.、Mustafin, A. Kh.